HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → (2-Fluoro-3-methoxy-4-nitrophenyl)(morpholino)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 2-Fluoro-3-methoxy-4-nitrobenzoic acid | HCID 57955623 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2-Fluoro-3-methoxy-4-nitrophenyl)(morpholino)methanone | HCID 70099135 | 83% |
Reaction Steps
To a suspension of 2-fluoro-3-methoxy-4-nitrobenzoic acid (180 mg, 0.97 mmol) in DCM (8 mL) was added morpholine (0.17 mL. 1.9 mmol), DIEA (0.25 mL) and HBTU (0.4 g, 1.05 mmol). The reaction was stirred at room temperature for 18 hours. The reaction was then diluted with water and extracted with DCM (3×). The combined extracts were washed with water, dried over Na2SO4, filtered and concentrated. The crude product was purified by flash chromatography to give (2-fluoro-3-methoxy-4-nitrophenyl)(morpholino)methanone (0.20 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354420B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-80e43a21bd8d4992bd9178534060ee17 |
| Source note | uspto-grants-2013_01 |